CA2462297C - Procede de preparation de composes de benzenesulfonyle - Google Patents

Procede de preparation de composes de benzenesulfonyle Download PDF

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Publication number
CA2462297C
CA2462297C CA002462297A CA2462297A CA2462297C CA 2462297 C CA2462297 C CA 2462297C CA 002462297 A CA002462297 A CA 002462297A CA 2462297 A CA2462297 A CA 2462297A CA 2462297 C CA2462297 C CA 2462297C
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CA
Canada
Prior art keywords
acid
hydroxylamine
source
group
compound
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Fee Related
Application number
CA002462297A
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English (en)
Other versions
CA2462297A1 (fr
Inventor
Leo J. Letendre
Sastry A. Kunda
Donald J. Gallagher
Lisa M. Seaney
Kathleen Mclaughlin
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Pharmacia LLC
Original Assignee
Pharmacia LLC
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Pharmacia LLC filed Critical Pharmacia LLC
Publication of CA2462297A1 publication Critical patent/CA2462297A1/fr
Application granted granted Critical
Publication of CA2462297C publication Critical patent/CA2462297C/fr
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/02—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
    • C07C303/04—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by substitution of hydrogen atoms by sulfo or halosulfonyl groups
    • C07C303/08—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by substitution of hydrogen atoms by sulfo or halosulfonyl groups by reaction with halogenosulfonic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
    • C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
    • C07D261/06—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members
    • C07D261/08—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

L'invention concerne un procédé de préparation d'halogénures sulfonyl aromatiques consistant à mettre en contact un composé de phényle substitué avec un acide halosulfonique et un acide trifluoroacétique. Par ailleurs, l'invention concerne un procédé de préparation de 4-[5-méthyl-3-phénylisoxazol-4-yl]benzènesulfonamide utilisé dans le traitement les maladies liées à la cyclooxygénase-2.
CA002462297A 2001-10-02 2002-10-02 Procede de preparation de composes de benzenesulfonyle Expired - Fee Related CA2462297C (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US32667701P 2001-10-02 2001-10-02
US60/326,677 2001-10-02
PCT/US2002/031445 WO2003029230A1 (fr) 2001-10-02 2002-10-02 Procede de preparation de composes de benzenesulfonyle

Publications (2)

Publication Number Publication Date
CA2462297A1 CA2462297A1 (fr) 2003-04-10
CA2462297C true CA2462297C (fr) 2009-04-07

Family

ID=23273211

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002462297A Expired - Fee Related CA2462297C (fr) 2001-10-02 2002-10-02 Procede de preparation de composes de benzenesulfonyle

Country Status (15)

Country Link
US (1) US20030105334A1 (fr)
EP (1) EP1438300A1 (fr)
JP (1) JP2005509608A (fr)
KR (1) KR20040085135A (fr)
CN (1) CN1308315C (fr)
AU (2) AU2002337804B2 (fr)
BR (1) BR0213027A (fr)
CA (1) CA2462297C (fr)
IL (2) IL161086A0 (fr)
MX (1) MXPA04003072A (fr)
PL (1) PL369676A1 (fr)
RS (1) RS34904A (fr)
RU (1) RU2284324C2 (fr)
WO (1) WO2003029230A1 (fr)
ZA (1) ZA200402472B (fr)

Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20030232871A1 (en) * 2002-03-15 2003-12-18 Sheikh Ahmad Y. Crystalline parecoxib sodium
HUP0302219A2 (hu) * 2003-07-16 2005-03-29 Richter Gedeon Vegyészeti Gyár Rt. N-hidroxi-4-(3-fenil-5-metil-izoxazol-4-il)-benzolszulfonamid-szolvátok, eljárás előállításukra és alkalmazásuk
EP1550658A1 (fr) * 2003-12-30 2005-07-06 Dr. Reddy's Laboratories Ltd. Préparation de 3,4-diphenylisoxazoles
ITMI20040019A1 (it) * 2004-01-12 2004-04-12 Univ Bari Derivati isossazolici e loro impiego come inibitori della ciclossigenasi
WO2005085218A1 (fr) * 2004-03-05 2005-09-15 Chandiran Thakashinamoorthy Nouveau procede de preparation de valdecoxib
US7989450B2 (en) 2008-01-11 2011-08-02 Universita' Degli Studi Di Bari Functionalized diarylisoxazoles inhibitors of ciclooxygenase
CN102329277B (zh) * 2011-10-24 2013-08-07 海南霞迪药业有限公司 一种制备帕瑞昔布的方法
CN103172583A (zh) * 2013-03-07 2013-06-26 深圳市资福药业有限公司 一种制备帕瑞昔布的方法
CN104250232A (zh) * 2013-06-26 2014-12-31 四川唯拓生物医药有限公司 一种帕瑞昔布钠的制备方法
CN104418818B (zh) * 2013-09-04 2017-01-11 天津汉瑞药业有限公司 帕瑞昔布钠无水化合物
CN104447600B (zh) * 2013-09-22 2016-03-30 江苏奥赛康药业股份有限公司 一种帕瑞昔布钠化合物的制备方法及其中间体杂质、制备方法与应用
CN105801508B (zh) * 2014-12-30 2018-12-11 上海鼎雅药物化学科技有限公司 帕瑞昔布的制备方法
CN106146424A (zh) * 2015-03-23 2016-11-23 上海医药工业研究院 一种5-甲基-3,4-二苯基异噁唑的制备方法
CN106008385B (zh) * 2016-05-25 2018-10-30 浙江宏冠生物药业有限公司 一种帕瑞昔布钠的合成方法
CN108164521B (zh) * 2018-03-02 2020-11-13 成都新恒创药业有限公司 一种帕瑞昔布钠降解杂质及其制备、检测方法和应用
CN110790745A (zh) * 2019-11-12 2020-02-14 青岛科技大学 一种从废片中提取维他昔布的制备方法
CN111100084B (zh) * 2019-12-30 2022-12-06 山东罗欣药业集团恒欣药业有限公司 一种帕瑞昔布钠的制备方法
CN111153866A (zh) * 2020-01-19 2020-05-15 上海臣邦医药科技股份有限公司 帕瑞昔布钠双取代杂质及其制备方法和应用
CN114441666B (zh) * 2020-11-05 2024-02-27 成都百裕制药股份有限公司 一种4-(5-甲基-3-苯基-4-异恶唑)苯磺酰氯中杂质的检测方法
CN113149925A (zh) * 2021-03-23 2021-07-23 蚌埠丰原涂山制药有限公司 一种伐地昔布的制备方法

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH01250342A (ja) * 1988-03-31 1989-10-05 Agency Of Ind Science & Technol スルホン化合物の合成法
US5136043A (en) * 1989-06-17 1992-08-04 Hoechst Aktiengesellschaft Process for the preparation of aromatic sulfonyl chlorides
ES2183935T3 (es) * 1995-02-13 2003-04-01 Searle & Co Isoxazoles sustituidos para el tratamiento de la inflamacion.
US5633272A (en) * 1995-02-13 1997-05-27 Talley; John J. Substituted isoxazoles for the treatment of inflammation
SK285353B6 (sk) * 1996-04-12 2006-11-03 G. D. Searle & Co. Substituované benzénsulfónamidy ako proliečivá COX-2 inhibítorov, farmaceutická kompozícia a spôsobich prípravy a použitia
JP2001527557A (ja) * 1997-05-13 2001-12-25 メルク エンド カンパニー インコーポレーテッド カルバペネム中間体の合成方法
JP2001519389A (ja) * 1997-10-15 2001-10-23 メルク エンド カムパニー インコーポレーテッド 抗菌性カルバペネム類、組成物および治療方法

Also Published As

Publication number Publication date
EP1438300A1 (fr) 2004-07-21
PL369676A1 (en) 2005-05-02
RU2004109595A (ru) 2005-10-20
HK1069578A1 (zh) 2005-05-27
MXPA04003072A (es) 2004-09-06
IL161086A0 (en) 2004-08-31
AU2002337804B2 (en) 2008-06-26
US20030105334A1 (en) 2003-06-05
BR0213027A (pt) 2004-10-05
CN1578774A (zh) 2005-02-09
AU2008205429B2 (en) 2008-11-06
JP2005509608A (ja) 2005-04-14
CA2462297A1 (fr) 2003-04-10
AU2008205429A1 (en) 2008-09-18
WO2003029230A1 (fr) 2003-04-10
CN1308315C (zh) 2007-04-04
KR20040085135A (ko) 2004-10-07
RU2284324C2 (ru) 2006-09-27
RS34904A (sr) 2007-04-10
IL161086A (en) 2010-04-15
ZA200402472B (en) 2004-12-14

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